Moorthy, Jarugu Narasimha ; Singhal, Nidhi ; Senapati, Kalyan (2007) Oxidative cleavage of vicinal diols: IBX can do what Dess-Martin periodinane (DMP) can Organic and Biomolecular Chemistry, 5 (5). pp. 767-771. ISSN 1477-0520
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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2007...
Related URL: http://dx.doi.org/10.1039/B618135J
Abstract
The fact that IBX exhibits reactivity akin to DMP is demonstrated from the results observed with strained and sterically hindered syn 1,2-diols, which undergo oxidative cleavage via a 12-I-5 spirobicyclic periodinane. The use of TFA, a protonating solvent, promotes the formation of the 12-I-5 intermediate for 1,2-diols of all types (sec,sec, sec,tert and tert,tert), leading to efficient oxidative fragmentation.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 81856 |
| Deposited On: | 08 Feb 2012 12:39 |
| Last Modified: | 08 Feb 2012 12:39 |
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